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Cheap flights from Redmond to Chicago from $128

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Redmond to Chicago departing on 3/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:02 pm - 5:12 am
RDM
-
ORD
8h 10m
1 stop
United Airlines Logo
4:05 pm - 9:17 pm
ORD
-
RDM
7h 12m
1 stop
$279United Airlines
Tue, Feb 17 - Sat, Feb 21
United Airlines Logo
1:13 pm - 10:52 pm
RDM
-
ORD
7h 39m
1 stop
United Airlines Logo
4:05 pm - 9:17 pm
ORD
-
RDM
7h 12m
1 stop
$299United Airlines
Tue, Feb 24 - Mon, Mar 2
Delta Logo
12:25 pm - 9:52 pm
RDM
-
ORD
7h 27m
1 stop
Delta Logo
11:18 am - 11:45 pm
ORD
-
RDM
14h 27m
2 stops
$304Delta
Tue, Feb 24 - Mon, Mar 2
Delta Logo
7:00 am - 9:52 pm
RDM
-
ORD
12h 52m
2 stops
Delta Logo
3:59 pm - 11:45 pm
ORD
-
RDM
9h 46m
2 stops
$310Delta
Tue, Feb 24 - Mon, Mar 2
Alaska Airlines Logo
3:56 pm - 1:11 pm
RDM
-
ORD
19h 15m
1 stop
Alaska Airlines Logo
7:00 am - 9:32 pm
ORD
-
RDM
16h 32m
1 stop
$322Alaska Airlines
Mon, Feb 23 - Sat, Feb 28
Alaska Airlines Logo
7:26 pm - 1:11 pm
RDM
-
ORD
15h 45m
2 stops
Alaska Airlines Logo
7:00 am - 9:32 pm
ORD
-
RDM
16h 32m
1 stop
$330Alaska Airlines
Mon, Feb 23 - Sat, Feb 28
United Airlines Logo
7:09 am - 6:52 pm
RDM
-
ORD
9h 43m
1 stop
United Airlines Logo
5:00 pm - 10:45 pm
ORD
-
RDM
7h 45m
1 stop
$335United Airlines
Mon, Feb 9 - Mon, Feb 16
Alaska Airlines Logo
6:18 pm - 11:50 pm
RDM
-
ORD
27h 32m
1 stop
Alaska Airlines Logo
7:00 am - 9:32 pm
ORD
-
RDM
16h 32m
1 stop
$345Alaska Airlines
Mon, Feb 9 - Mon, Feb 16
Alaska Airlines Logo
8:45 am - 5:10 pm
RDM
-
ORD
6h 25m
1 stop
Alaska Airlines Logo
3:35 pm - 9:15 pm
ORD
-
RDM
7h 40m
1 stop
$354Alaska Airlines
Wed, Jan 28 - Sat, Jan 31
United Airlines Logo
1:54 pm - 11:38 pm
RDM
-
ORD
7h 44m
1 stop
United Airlines Logo
6:17 am - 12:11 pm
ORD
-
RDM
7h 54m
1 stop
$369United Airlines
Tue, Mar 24 - Wed, Mar 25

United Airlines flights from Redmond to Chicago O'Hare Intl Airport

Our best United Airlines deals on Redmond to Chicago O'Hare Intl Airport flight tickets
United Airlines
Feb 17
RDM7:02 pmBend/Redmond
8h 10m
1 stop
ORD5:12 amChicago O'Hare Intl
Feb 21
ORD4:05 pmChicago O'Hare Intl
7h 12m
1 stop
RDM9:17 pmBend/Redmond
$279
United Airlines
Feb 9
RDM7:09 amBend/Redmond
9h 43m
1 stop
ORD6:52 pmChicago O'Hare Intl
Feb 16
ORD5:00 pmChicago O'Hare Intl
7h 45m
1 stop
RDM10:45 pmBend/Redmond
$335
United Airlines
Mar 24
RDM1:54 pmBend/Redmond
7h 44m
1 stop
ORD11:38 pmChicago O'Hare Intl
Mar 25
ORD6:17 amChicago O'Hare Intl
7h 54m
1 stop
RDM12:11 pmBend/Redmond
$369

Delta flights from Redmond to Chicago O'Hare Intl Airport

Our best Delta deals on Redmond to Chicago O'Hare Intl Airport flight tickets
Delta
Apr 15
RDM6:05 amBend/Redmond
9h 01m
1 stop
ORD5:06 pmChicago O'Hare Intl
Apr 18
ORD12:45 pmChicago O'Hare Intl
11h 43m
2 stops
RDM10:28 pmBend/Redmond
$284
Delta
Apr 15
RDM6:05 amBend/Redmond
13h 30m
2 stops
ORD9:35 pmChicago O'Hare Intl
Apr 18
ORD12:45 pmChicago O'Hare Intl
11h 43m
2 stops
RDM10:28 pmBend/Redmond
$290
Delta
Feb 24
RDM12:25 pmBend/Redmond
7h 27m
1 stop
ORD9:52 pmChicago O'Hare Intl
Mar 2
ORD11:18 amChicago O'Hare Intl
14h 27m
2 stops
RDM11:45 pmBend/Redmond
$304

momondo Fare Finder

 
Customize your flight search to find flights from Redmond to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 12, 2026.
Use the filters below to find and compare flights from Redmond to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 2/17

7:02 pm-5:12 am

1 stop8h 10m

Chicago O'Hare Intl

Sat 2/21

4:05 pm-9:17 pm

1 stop7h 12m

$279

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 2/24

1:13 pm-10:52 pm

1 stop7h 39m

Chicago O'Hare Intl

Mon 3/2

4:05 pm-9:17 pm

1 stop7h 12m

$299

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 2/24

12:25 pm-9:52 pm

1 stop7h 27m

Chicago O'Hare Intl

Mon 3/2

11:18 am-11:45 pm

2 stops14h 27m

$304

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 2/24

7:00 am-9:52 pm

2 stops12h 52m

Chicago O'Hare Intl

Mon 3/2

3:59 pm-11:45 pm

2 stops9h 46m

$310

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Mon 2/23

3:56 pm-1:11 pm

1 stop19h 15m

Chicago O'Hare Intl

Sat 2/28

7:00 am-9:32 pm

1 stop16h 32m

$322

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Mon 2/23

7:26 pm-1:11 pm

2 stops15h 45m

Chicago O'Hare Intl

Sat 2/28

7:00 am-9:32 pm

1 stop16h 32m

$330

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Mon 2/9

7:09 am-6:52 pm

1 stop9h 43m

Chicago O'Hare Intl

Mon 2/16

5:00 pm-10:45 pm

1 stop7h 45m

$335

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Mon 2/9

6:18 pm-11:50 pm

1 stop27h 32m

Chicago O'Hare Intl

Mon 2/16

7:00 am-9:32 pm

1 stop16h 32m

$345

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 1/28

8:45 am-5:10 pm

1 stop6h 25m

Chicago O'Hare Intl

Sat 1/31

3:35 pm-9:15 pm

1 stop7h 40m

$354

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 3/24

1:54 pm-11:38 pm

1 stop7h 44m

Chicago O'Hare Intl

Wed 3/25

6:17 am-12:11 pm

1 stop7h 54m

$369

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Redmond to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Redmond averaging around $346.

How have Redmond to Chicago O'Hare Intl Airport flight prices changed over time?

As of January 2026, prices for Redmond to Chicago O'Hare Intl Airport flights are approximately 44% cheaper when compared to flights at the same time last year.

When to book flights from Redmond to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Redmond to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Redmond to Chicago O'Hare Intl Airport (RDM to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Redmond to Chicago O'Hare Intl Airport

Fastest flight time

7h 10m

Direct flights

None
The fastest flight from Redmond to Chicago O'Hare Intl Airport takes 7h 10m
There are no direct flights from Redmond to Chicago O'Hare Intl Airport. There are no popular flight routes from Redmond to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Bend/Redmond to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 1672.5 mi away from Bend/Redmond. Typically, this will take 7h 10m by plane in normal conditions.

  • When did momondo last update prices for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Bend/Redmond Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Redmond to Chicago O'Hare Intl Airport?

Best airlines flying from Redmond to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Redmond to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $262Free CancellationRating
8.0
11,692 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $278Free CancellationRating
7.4
9,144 reviews
Search United Airlines flights
DeltaPriceFrom $288Free CancellationRating
7.9
8,036 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

Why use momondo?

Why should I use momondo to find a flight deal from Redmond to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Redmond to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Redmond to Chicago with flexible booking policies on momondo?

All flight searches from Redmond to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Redmond to Chicago?

Once you have performed a search for Redmond to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Redmond to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Redmond. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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